Articles

Career Carole-Ann Penney, Founder Career Carole-Ann Penney, Founder

I’m a Beginner at the Wheel…Again

I’ve been driving for 22 years and it’s become second nature. I’ve been navigating my career for almost as long and it still doesn’t feel effortless. Maybe this is something you recognize too?

Read More
Career Carole-Ann Penney, Founder Career Carole-Ann Penney, Founder

Growing Better, Not Bigger

Take a moment to step back from the given version of American success (grow forward & up!) and ask yourself: What truly feels like success to me?

Read More
Career Carole-Ann Penney, Founder Career Carole-Ann Penney, Founder

5 Factors to Consider Before Choosing the Right-Fit Opportunities

Being strategic means having a filter to assess opportunities for the right fit. Before I say yes to anything these days, I turn to my “Strategy Screener,” which lays out a set of questions that help me understand if this opportunity is something I can merely fit in or if it’s the right fit.

Read More
Career Carole-Ann Penney, Founder Career Carole-Ann Penney, Founder

Let’s Talk About Margins

Our culture normalizes overextension, even though it’s anything but normal. Your margins are the border around your capacity. Just like on your resume, they leave blank space to breathe. You need that space in order to absorb things that come up in the moment, adapt plans, or to renew and sustain yourself.

Read More
Career Carole-Ann Penney, Founder Career Carole-Ann Penney, Founder

Think Beyond What Is Just Barely Enough

The scrappy culture of nonprofits shaped my worldview not only at work, but in life. Now, as my own boss, I am trying to shift my habits and model what it looks like to operate beyond the bare minimum. I don't want to be scrappy. I want to have resources that match the challenges our business is taking on, and I think you, as my clients, want that, too.

Read More
Carole-Ann Penney, Founder Carole-Ann Penney, Founder

2022 Annual Report

Here's what we're celebrating as we wrap up this year—the meaningful work that we did together with our clients, alumni community, and partners…

Read More
Carole-Ann Penney, Founder Carole-Ann Penney, Founder

2022 Penney Leadership Holiday Gift Guide

One of the greatest surprises of 2022 for me: Penney Leadership evolved from just me in my little business to a community of talented team members and alumni.

This month, members of the Penney Leadership community put together a gift guide of wonderful things to make work and life more joyful. You'll find great gifts for others here—and some to add to your own list. Check them out..

Read More
Career Jessica Crowley, Strategic Career Coach Career Jessica Crowley, Strategic Career Coach

What Gets in the Way of Confident Decision Making?

We hear from clients all the time who are teetering on the edge of a choice, wanting to take the “right” path (whatever that means!) and worried about potential regrets down the road. Today, we’re hearing from Penney Leadership Coach Jessica Crowley on what it means to make a career decision with confidence.

Read More
Career Carole-Ann Penney, Founder Career Carole-Ann Penney, Founder

How to Make Meaningful Connections at a Conference

I'm psyching myself up to attend my first in-person conference in three years. Conferences are nerve-racking. Networking, especially now, is intimidating. ​Will I remember how to talk to people? Are we going to shake hands? What do I say about myself? Couldn't I just stand in a corner and scroll Instagram instead?

While I'm preparing to walk by myself into a room full of people I've never met before, I've had a weird and wonderful realization: Some of the most meaningful and treasured relationships in my life came about as a result of...attending a professional conference?!

So today, I wanted to share six simple ways for how you, too, can make meaningful connections at a conference.

Read More
Career Carole-Ann Penney, Founder Career Carole-Ann Penney, Founder

How to Work With a Recruiter to Supercharge Your Job Search

The process of working with recruiters in a job search has always been mystifying to me. Since I came up through the nonprofit sector, the only recruiters we interacted with were looking for executive director level positions. They seemed to have nothing to do with the rest of us, except when they asked a few performative questions about what we (the lowly staff) were looking for in a leader.

But as I've worked with clients at all different levels and in all different sectors, I've learned a thing or two about how you can leverage recruiters as a helpful tool to identify and land an aligned position.

Here’s what I want you to know about the role recruiters can play in your job search…

Read More
Career Carole-Ann Penney, Founder Career Carole-Ann Penney, Founder

Client Spotlight: From losing my sparkle at work to feeling aligned and valued

Today we’re hearing from Alice Cable, a participant in last fall’s cohort of the Career Collaborative Accelerator. Alice was kind enough to give us a behind-the-scenes look into her decision to invest in herself through group coaching, what the coaching process looked like for her, and what’s changed in her life as a result.

Read More
Career Carole-Ann Penney, Founder Career Carole-Ann Penney, Founder

#CareerDiaries: Telling my boss I have ADHD

In today's edition of #CareerDiaries, we hear from a midlevel nonprofit professional who is integrating what a new ADHD diagnosis means for her identity and workflow as a professional. Here, she takes us through the process of preparing to tell her employer about the diagnosis and asking for accommodations.

Read More
Leadership, Career Carole-Ann Penney, Founder Leadership, Career Carole-Ann Penney, Founder

#CareerDiaries: Bringing my grief to work

There are all of these moments in life that are incredibly defining– that create a ‘before’ and an ‘after’. Starting a new job, ending a relationship, moving to a new city, etc. So many of them I wasn’t aware of in real time. Today might be the first time I’m fully aware of the fact that yesterday was ‘before’ and tomorrow is ‘after’.

In my grief I wondered: How am I going to show up for work tomorrow?

Read More